4-chloro-1-(5-chlorothiophen-2-yl)butan-1-one | 63490-84-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-chloro-1-(5-chlorothiophen-2-yl)butan-1-one
• 英文别名: 4-chloro-(5-chloro-2-thienyl)-1-butanone
• CAS: 63490-84-6
• 化学式: C₈H₈Cl₂OS
• mdl: MFCD14530467
• 分子量: 223.123
• InChiKey: UCUZXTXTUIDFFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-1-(5-chlorothiophen-2-yl)butan-1-one 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 Cyclopropyl-5-Chloro-2-Thienyl Ketone
  参考文献：
  名称：

  .alpha.-Thienyl and .alpha.-substituted thienyl, phenyl and substituted

  摘要：

  具有以下化学式的可生物降解的杀虫剂和软体动物杀虫剂：##STR1## 其中X选自氢、卤素、低碳基和低碳氧基；而Y选自氢、卤素、低碳基（C.sub.1 -C.sub.8）、低碳氧基（C.sub.1 -C.sub.8）和卤素低碳基。

  公开号：

  US04022903A1
• 作为产物：
  描述：

  2-氯噻吩 、 4-氯丁酰氯 在 aluminum (III) chloride 作用下， 以 二硫化碳 为溶剂， 以46%的产率得到4-chloro-1-(5-chlorothiophen-2-yl)butan-1-one
  参考文献：
  名称：

  Thienylhalomethylketones: Irreversible glycogen synthase kinase 3 inhibitors as useful pharmacological tools

  摘要：

  Thienylhalomethylketones, whose chemical, biological, and pharmaceutical data are here reported, are the first irreversible inhibitors of GSK-3 beta described to date. Their inhibitory activity is likely related to the cysteine residue present in the ATP-binding site, which is proposed as a relevant residue for modulation of GSK-3 activity. The good cell permeability of the compounds allows them to be used in different cell models. Overall, the results presented here support the potential use of halomethylketones as pharmacological tools for the study of GSK-3 beta functions and suggest a new mechanism for GSK-3 beta inhibition that may be considered for further drug design. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.042

文献信息

• US4022903A
  申请人：——

  公开号：US4022903A

  公开（公告）日：1977-05-10
• US4372953A
  申请人：——

  公开号：US4372953A

  公开（公告）日：1983-02-08
• Thienylhalomethylketones: Irreversible glycogen synthase kinase 3 inhibitors as useful pharmacological tools
  作者：Daniel I. Perez、Santiago Conde、Concepción Pérez、Carmen Gil、Diana Simon、Francisco Wandosell、Francisco J. Moreno、José L. Gelpí、Francisco J. Luque、Ana Martínez

  DOI：10.1016/j.bmc.2009.08.042

  日期：2009.10

  Thienylhalomethylketones, whose chemical, biological, and pharmaceutical data are here reported, are the first irreversible inhibitors of GSK-3 beta described to date. Their inhibitory activity is likely related to the cysteine residue present in the ATP-binding site, which is proposed as a relevant residue for modulation of GSK-3 activity. The good cell permeability of the compounds allows them to be used in different cell models. Overall, the results presented here support the potential use of halomethylketones as pharmacological tools for the study of GSK-3 beta functions and suggest a new mechanism for GSK-3 beta inhibition that may be considered for further drug design. (C) 2009 Elsevier Ltd. All rights reserved.
• .alpha.-Thienyl and .alpha.-substituted thienyl, phenyl and substituted
  申请人：Abbott Laboratories

  公开号：US04022903A1

  公开（公告）日：1977-05-10

  Biodegradable insecticides and molluscicides having the formula ##STR1## where X is selected from the group consisting of hydrogen, halo, lower alkyl and lower alkoxy; and Y is selected from the group consisting of hydrogen, halo, lower alkyl (C.sub.1 -C.sub.8), lower alkoxy (C.sub.1 -C.sub.8) and halo lower alkyl.

  具有以下公式的可生物降解的杀虫剂和软体动物杀虫剂：##STR1## 其中X选自氢、卤素、低烷基和低烷氧基的群组；Y选自氢、卤素、低烷基（C.sub.1 -C.sub.8）、低烷氧基（C.sub.1 -C.sub.8）和卤素低烷基的群组。